ChemicalBook CAS DataBase List 1(3H)-Isobenzofuranone,6-methyl-(9CI)

1(3H)-Isobenzofuranone,6-methyl-(9CI) synthesis

10synthesis methods

Product Name:1(3H)-Isobenzofuranone,6-methyl-(9CI)
CAS Number:72985-23-0
Molecular formula:C9H8O2
Molecular Weight:148.16

177166-15-3 Synthesis

177166-15-3
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72985-23-0
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Yield:72985-23-0 96%

Reaction Conditions:

with calcium hydroxide;palladium-carbon in methanol;

Steps:

10.4 Step 4:

Step 4: 6-methylphthalide A total of 107 g (472 mmol) of 6-bromomethylphthalide was dissolved in 50 mL of methanol (dioxane was also used in different experiment). The solution was added to a parr bottle with 40 g (540 mmol) of calcium hydroxide and 2 g of 10% Pd/C. The suspension was hydrogenated at 40 psi until no more hydrogen uptake was recorded. All solids were filtered and filtrate was concentrated to a total of 67 g of brown solid in 96% yield. ¹H NMR (CDCl₃) (300 MHz) δ 2.53 (s, 3H), 5.30 (s, 2H), 7.49 (s 1H), 7.54 (d, ³JHCCH=7.9 Hz, 1H), 7.47 (d, ³JHCCH=7.9 Hz, 1H)

References:

US2008/277622,2008,A1

201230-82-2 Synthesis